methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[6-(2H3)methoxy-5-[(2E)-6-(2H3)methoxy-3-methyl-6-oxohex-2-en-1-yl]-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-4-yl]oxy}oxane-2-carboxylate

• ChemBase ID: 174881
• Molecular Formular: C31H38O15
• Molecular Mass: 650.62442
• Monoisotopic Mass: 650.22107052
• SMILES: c1(c(c(c2c(c1O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)OC)OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC2)C)OC)C/C=C(/CCC(=O)OC)\C
• Canonical SMILES: COC(=O)CC/C(=C/Cc1c(O[C@@H]2O[C@@H](C(=O)OC)[C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C)OC(=O)C)c2C(=O)OCc2c(c1OC)C)/C
• InChI: InChI=1S/C31H38O15/c1-14(10-12-21(35)38-6)9-11-19-23(39-7)15(2)20-13-41-29(36)22(20)24(19)45-31-28(44-18(5)34)26(43-17(4)33)25(42-16(3)32)27(46-31)30(37)40-8/h9,25-28,31H,10-13H2,1-8H3/b14-9+/t25-,26-,27-,28+,31+/m0/s1
• InChIKey: CASHVQZBXMURJN-VUCNFRLOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[6-(^2H₃)methoxy-5-[(2E)-6-(^2H₃)methoxy-3-methyl-6-oxohex-2-en-1-yl]-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-4-yl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[6-(^2H₃)methoxy-5-[(2E)-6-(^2H₃)methoxy-3-methyl-6-oxohex-2-en-1-yl]-7-methyl-3-oxo-1H-2-benzofuran-4-yl]oxy}oxane-2-carboxylate
• Synonyms: Mycophenolic Acid Methyl Ester-d6 6-(Tri-O-acetyl-β-D-glucuronic Acid Methyl Ester)

Database IDs

• PubChem SID: 164230791
• PubChem CID: 71750876

CALCULATED PROPERTIES

• Acid pKa: 15.03794
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 2.5449681
• LogD (pH = 7.4): 2.5449681
• Log P: 2.5449681
• Molar Refractivity: 154.2379 cm^3
• Polarizability: 61.5359 Å^3
• Polar Surface Area: 185.49 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Foam

DETAILS

Toronto Research Chemicals - M831547

Protected, labelled Mycophenolic Acid metabolite.